*PREMIUM EXCLUSIVE* Kendall Jenner and NFA star boyfriend Ben Simmons leave their hotel together on the way to Super Bowl LIV in Miami. This is the third time the pair have tried to make a go of their on/off relationship. The two originally started dating in May 2018, split at the end of the summer, then got back together in the fall of 2018. They lasted until May 2019, then took a break before reconciling at the end of 2019. They spent New Year's Eve together and were first reported to be dating again in mid-December. Jenner has been spending a lot of time in Philadelphia, where Simmons plays for the 76ers, and New York City on the East Coast to be close to Simmons. The two were photographed on a brunch date in Manhattan this past weekend during one of their first public sightings of 2020. 02 Feb 2020 Pictured: Kendall Jenner; Ben Simmons. Photo credit: MEGA TheMegaAgency.com +1 888 505 6342